Copper(I) bromide

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Copper(I) bromide
Copper-1-bromide.jpg
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Names
Other names
Cuprous bromide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.029.210 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/BrH.Cu/h1H;/q;+1/p-1 Yes check.svgY
    Key: NKNDPYCGAZPOFS-UHFFFAOYSA-M Yes check.svgY
  • InChI=1/BrH.Cu/h1H;/q;+1/p-1
    Key: NKNDPYCGAZPOFS-REWHXWOFAY
  • Br[Cu]
Properties
CuBr
Molar mass 143.45 g/mol
Appearancewhite powder (see text)
Density 4.71 g/cm3, solid
Melting point 492 °C (918 °F; 765 K)
Boiling point 1,345 °C (2,453 °F; 1,618 K)
insoluble;
slightly soluble in cold water
6.27×10−9 [1]
Solubility soluble in HCl, HBr, ammonium hydroxide, acetonitrile
negligible in acetone, sulfuric acid
−49.0×10−6 cm3/mol
2.116
1.46 D
Hazards
Flash point Non-flammable
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1 mg/m3 (as Cu) [2]
REL (Recommended)
TWA 1 mg/m3 (as Cu) [2]
IDLH (Immediate danger)
TWA 100 mg/m3 (as Cu) [2]
Related compounds
Other anions
Copper(I) chloride
Copper(I) iodide
Other cations
Silver(I) bromide
Copper(II) bromide
Mercury(I) bromide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Copper(I) bromide is the chemical compound with the formula CuBr. This diamagnetic solid adopts a polymeric structure akin to that for zinc sulfide. The compound is widely used in the synthesis of organic compounds and as a lasing medium in copper bromide lasers.

Contents

Preparation, basic properties, structure

The compound is white, although samples are often colored due to the presence of copper(II) impurities. [3] The copper(I) ion also oxidizes easily in air. It is commonly prepared by the reduction of cupric salts with sulfite in the presence of bromide. [4] For example, the reduction of copper(II) bromide with sulfite yields copper(I) bromide and hydrogen bromide:

2 CuBr2 + H2O + SO2−
3
→ 2 CuBr + SO2−
4
+ 2 HBr

CuBr is insoluble in most solvents due to its polymeric structure, which features four-coordinated, tetrahedral Cu centers interconnected by bromide ligands (ZnS structure). Upon treatment with Lewis bases, CuBr converts to molecular adducts. For example, with dimethyl sulfide, the colorless complex is formed: [5]

CuBr + S(CH3)2 → CuBr(S(CH3)2)

In this coordination complex, the copper is two-coordinate, with a linear geometry. Other soft ligands afford related complexes. For example, triphenylphosphine gives CuBr(P(C6H5)3), although this species has a more complex structure. Thermal excitation of copper(I) bromide vapour yields a blue-violet emission which is of greater saturation than known copper(I) chloride emission. [6] Copper(I) bromide is hence an advantageous emitter in pyrotechnic flames.

Applications in organic chemistry

In the Sandmeyer reaction, CuBr is employed to convert diazonium salts into the corresponding aryl bromides: [4]

ArN+
2
+ CuBr → ArBr + N2 + Cu+

The aforementioned complex CuBr(S(CH3)2) is widely used to generate organocopper reagents. [5] Related CuBr complexes are catalysts for atom transfer radical polymerization and copper-catalyzed cross-dehydrogenative couplings (CDC).

See also

Copper(II) bromide

Related Research Articles

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Silver nitrate is an inorganic compound with chemical formula AgNO
3
. It is a versatile precursor to many other silver compounds, such as those used in photography. It is far less sensitive to light than the halides. It was once called lunar caustic because silver was called luna by ancient alchemists who associated silver with the moon. In solid silver nitrate, the silver ions are three-coordinated in a trigonal planar arrangement.

Iron(III) chloride describes the inorganic compounds with the formula FeCl3(H2O)x. Also called ferric chloride, these compounds are some of the most important and commonplace compounds of iron. They are available both in anhydrous and in hydrated forms which are both hygroscopic. They feature iron in its +3 oxidation state. The anhydrous derivative is a Lewis acid, while all forms are mild oxidizing agent. It is used as a water cleaner and as an etchant for metals.

<span class="mw-page-title-main">Hydrogen bromide</span> Chemical compound

Hydrogen bromide is the inorganic compound with the formula HBr. It is a hydrogen halide consisting of hydrogen and bromine. A colorless gas, it dissolves in water, forming hydrobromic acid, which is saturated at 68.85% HBr by weight at room temperature. Aqueous solutions that are 47.6% HBr by mass form a constant-boiling azeotrope mixture that boils at 124.3 °C (255.7 °F). Boiling less concentrated solutions releases H2O until the constant-boiling mixture composition is reached.

<span class="mw-page-title-main">Aluminium chloride</span> Chemical compound

Aluminium chloride, also known as aluminium trichloride, is an inorganic compound with the formula AlCl3. It forms a hexahydrate with the formula [Al(H2O)6]Cl3, containing six water molecules of hydration. Both the anhydrous form and the hexahydrate are colourless crystals, but samples are often contaminated with iron(III) chloride, giving them a yellow colour.

<span class="mw-page-title-main">Copper(I) chloride</span> Chemical compound

Copper(I) chloride, commonly called cuprous chloride, is the lower chloride of copper, with the formula CuCl. The substance is a white solid sparingly soluble in water, but very soluble in concentrated hydrochloric acid. Impure samples appear green due to the presence of copper(II) chloride (CuCl2).

<span class="mw-page-title-main">Copper(II) chloride</span> Chemical compound

Copper(II) chloride, also known as cupric chloride, is an inorganic compound with the chemical formula CuCl2. The monoclinic yellowish-brown anhydrous form slowly absorbs moisture to form the orthorhombic blue-green dihydrate CuCl2·2H2O, with two water molecules of hydration. It is industrially produced for use as a co-catalyst in the Wacker process.

<span class="mw-page-title-main">Triphenylphosphine</span> Chemical compound

Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 and often abbreviated to PPh3 or Ph3P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry. PPh3 exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether.

<span class="mw-page-title-main">Xanthate</span> Salt that is a metal-thioate/O-esters of dithiocarbonate

A xanthate is a salt or ester of a xanthic acid. The formula of the salt of xanthic acid is [R−O−CS2]M+. Xanthate also refers to the anion [R−O−CS2]. The formula of a xanthic acid is R−O−C(=S)−S−H, such as ethyl xanthic acid, while the formula of an ester of a xanthic acid is R−O−C(=S)−S−R', where R and R' are organyl groups. The salts of xanthates are also called O-organyl dithioates. The esters of xanthic acid are also called O,S-diorganyl esters of dithiocarbonic acid. The name xanthate is derived from Ancient Greek ξανθός (xanthos) meaning 'yellowish' or 'golden', and indeed most xanthate salts are yellow. They were discovered and named in 1823 by Danish chemist William Christopher Zeise. These organosulfur compounds are important in two areas: the production of cellophane and related polymers from cellulose and for extraction of certain sulphide bearing ores. They are also versatile intermediates in organic synthesis.

<span class="mw-page-title-main">Tetrasulfur tetranitride</span> Chemical compound

Tetrasulfur tetranitride is an inorganic compound with the formula S4N4. This gold-poppy coloured solid is the most important binary sulfur nitride, which are compounds that contain only the elements sulfur and nitrogen. It is a precursor to many S-N compounds and has attracted wide interest for its unusual structure and bonding.

Bromoethane, also known as ethyl bromide, is a chemical compound of the haloalkanes group. It is abbreviated by chemists as EtBr. This volatile compound has an ether-like odor.

<span class="mw-page-title-main">Copper(I) iodide</span> Chemical compound

Copper(I) iodide is the inorganic compound with the formula CuI. It is also known as cuprous iodide. It is useful in a variety of applications ranging from organic synthesis to cloud seeding.

<span class="mw-page-title-main">Copper(I) cyanide</span> Chemical compound

Copper(I) cyanide is an inorganic compound with the formula CuCN. This off-white solid occurs in two polymorphs; impure samples can be green due to the presence of Cu(II) impurities. The compound is useful as a catalyst, in electroplating copper, and as a reagent in the preparation of nitriles.

<span class="mw-page-title-main">Arsenic tribromide</span> Chemical compound

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<span class="mw-page-title-main">Arsenic trichloride</span> Chemical compound

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<span class="mw-page-title-main">Organocopper chemistry</span> Compound with carbon to copper bonds

Organocopper chemistry is the study of the physical properties, reactions, and synthesis of organocopper compounds, which are organometallic compounds containing a carbon to copper chemical bond. They are reagents in organic chemistry.

<span class="mw-page-title-main">Metal halides</span>

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<i>tert</i>-Butyl peroxybenzoate Chemical compound

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<span class="mw-page-title-main">Xylylene dibromide</span> Chemical compound

Xylylene dibromide is an organic compound with the formula C6H4(CH2Br)2. It is an off-white solid that, like other benzyl halides, a strong lachrymator. It is a useful reagent owing to the convenient reactivity of the two C-Br bonds. Two other isomers are known, para- and meta-xylylene dibromide.

<span class="mw-page-title-main">Copper compounds</span> Chemical compounds containing copper

Copper forms a rich variety of compounds, usually with oxidation states +1 and +2, which are often called cuprous and cupric, respectively. Copper compounds, whether organic complexes or organometallics, promote or catalyse numerous chemical and biological processes.

References

  1. Rumble, John (June 18, 2018). CRC Handbook of Chemistry and Physics (99th ed.). CRC Press. pp. 5–188. ISBN   978-1138561632.
  2. 1 2 3 NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
  3. Holleman, A. F.; Wiberg, E. "Inorganic Chemistry" Academic Press: San Diego, 2001. ISBN   0-12-352651-5.
  4. 1 2 This report gives a procedure for generating CuBr: Hartwell, Jonathan L. (1955). "o-Chlorobromobenzene". Organic Syntheses .; Collective Volume, vol. 3, p. 185
  5. 1 2 Jarowicki, K.; Kocienski, P. J.; Qun, L. "1,2-Metallate Rearrangement: (Z)-4-(2-Propenyl)-3-Octen-1-ol". Organic Syntheses . 79: 11.; Collective Volume, vol. 10, p. 662
  6. Koch, E.-C. (2015). "Spectral Investigation and Color Properties of Copper(I) Halides CuX (X=F, Cl, Br, I) in Pyrotechnic Combustion Flames". Propellants Explos. Pyrotech. 40 (6): 798–802. doi:10.1002/prep.201500231.